Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 1,3-Dioxolane-4-methanol | HCID 21618 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazole | HCID 570953 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23079417 | HCID 23079417 | 21.4% |
Reaction Steps
To 10 ml of N,N-dimethylformamide, 835 mg of 3-methylthio-5-chloro-1,2,4-thiadiazole and 520 mg of glycerol formal were dissolved, and added 204 mg of sodium hydride (60% in oil) at about 0° C., followed by stirring at about 0° C. for 20 minutes and at room temperature for 30 minutes. Then, the reaction mixture was added to saturated sodium chloride aqueous solution, and extracted with tert-butylmethylether. After the organic layer was dried by anhyrous sodium salfate, the organic layer was concentrated, and the residue obtaind was subjected to silica gel column chromatography (hexane:ethyl acetate=20:1), followed preparative HPLC to obtain 250 mg of 5-(1,3-dioxolane-4-yl)methoxy-3-methylthio-1,2,4-thiadiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07342031B2 |
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| Source dataset | uspto-grants-2008_03 |
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| ORD ID | ord-e3680bdc53d5448aabb88f7515b446a8 |
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| Source note | uspto-grants-2008_03 |
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